2-Mercaptobenzoic Acid → 2-Styrylsulfanylbenzoic acid

HRID 48323

Reaktionsgleichung

Reaktionsgleichung von HRID 48323
C(Br)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:11]([OH:20])(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[SH:14]>C(O)C.[OH-].[Na+]>[CH:2]([S:14][C:13]1[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=1[C:11]([OH:20])=[O:19])=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Komponenten

5

Edukt 2

HCID 54432-Mercaptobenzoic AcidHCID 98116Bromomethylstyrene

Produkt 1

HCID 698934372-Styrylsulfanylbenzoic acidAusbeute 102,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

To a solution of 1.28 g (6.49 mmol) of cinnamyl bromide in 8 ml of ethanol at room temperature under an atmosphere of nitrogen was added a solution of 1 g (6.49 mmol) of thiosalicylic acid in 5.3 ml of 10% aqueous sodium hydroxide solution. The solution was stirred at room temperature for 16 hours and the solvent then removed under reduced pressure. The residue was dissolved in water and concentrated hydrochloric acid was added. The resultant solid was filtered off and dried. There was obtained 1.7 g of 2-styrylsulfanylbenzoic acid as a white solid, MS: m/e 270 M+.

Aufarbeitung

  1. customthe solvent then removed under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. additionconcentrated hydrochloric acid was added
  4. filtrationThe resultant solid was filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7a3900057be74659a2b64eb7fa456122
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703387B2

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